Guest Star: Allison Tolman

Jake surprises Amy with an investigation into a string of arsons connected to her favorite crossword puzzle author, Vin Stermley. Meanwhile, Gina helps Holt jazz up his Commissioner candidate speech, and Terry, Rosa, Hitchcock and Scully argue over who is most deserving of the new detective car.

Rosa and Amy team up to take down their "white whale" suspect - a ruthless killer who has managed to elude them for seven years - while Terry helps Jake tackle his wedding planning chores. Then, Captain Holt and his rival, Olivia Crawford, try to convince each other to step down in the campaign for Commissioner.